15 reviews | Oct 23, 2024 | Windstar | Star Pride | Caribbean | Boston | San Juan | 11 Nights | Basseterre | Boston | Gustavia | Hamilton | San Juan | St. George's | Virgin Gorda | $2,899 Shipboard Credit Per Person ($100) | | Shipboard Credit Per Person ($100) |
17 reviews | Dec 13, 2024 | Celebrity | Beyond | Caribbean | Ft. Lauderdale | Ft. Lauderdale | 10 Nights | Bridgetown - Barbados | Castries - St. Lucia | Fort Lauderdale - Florida | Philipsburg - St. Maarten | St. George's - Grenada | St. Johns - Antigua | $1,533 Shipboard Credit Per Stateroom ($50) | | Shipboard Credit Per Stateroom ($50) |
17 reviews | Jan 03, 2025 | Celebrity | Beyond | Caribbean | Ft. Lauderdale | Ft. Lauderdale | 10 Nights | Bridgetown - Barbados | Castries - St. Lucia | Fort Lauderdale - Florida | Philipsburg - St. Maarten | St. George's - Grenada | St. Johns - Antigua | $1,640 Shipboard Credit Per Stateroom ($50) | | Shipboard Credit Per Stateroom ($50) |
17 reviews | Feb 14, 2025 | Celebrity | Beyond | Caribbean | Ft. Lauderdale | Ft. Lauderdale | 10 Nights | Bridgetown - Barbados | Castries - St. Lucia | Fort Lauderdale - Florida | Philipsburg - St. Maarten | St. George's - Grenada | St. Johns - Antigua | $1,640 Shipboard Credit Per Stateroom ($50) | | Shipboard Credit Per Stateroom ($50) |
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17 reviews | Mar 28, 2025 | Celebrity | Beyond | Caribbean | Ft. Lauderdale | Ft. Lauderdale | 10 Nights | Bridgetown - Barbados | Castries - St. Lucia | Fort Lauderdale - Florida | Philipsburg - St. Maarten | St. George's - Grenada | St. Johns - Antigua | $1,640 Shipboard Credit Per Stateroom ($50) | | Shipboard Credit Per Stateroom ($50) |
17 reviews | Apr 18, 2025 | Celebrity | Beyond | Caribbean | Ft. Lauderdale | Ft. Lauderdale | 10 Nights | Bridgetown - Barbados | Castries - St. Lucia | Fort Lauderdale - Florida | Philipsburg - St. Maarten | St. George's - Grenada | St. Johns - Antigua | $1,559 Shipboard Credit Per Stateroom ($50) | | Shipboard Credit Per Stateroom ($50) |
36 reviews | Dec 23, 2024 | Regent | Seven Seas Navigator | Caribbean | Miami | San Juan | 11 Nights | Bonaire (Kralendijk) | Charlestown | Miami | Oranjestad | Philipsburg | Port Antonio | San Juan | Tortola | Willemstad | From: $15,798 $5,699You Save: $10,099 Up To $750 Onboard Credit Welcome Reception Exclusive Amenity Distinctive Host | 63% | *Distinctive Voyage |
2 reviews | Dec 22, 2025 | Regent | Seven Seas Grandeur | Caribbean | Miami | Miami | 12 Nights | Basseterre | Bridgetown | Castries | Fort De France | Miami | Philipsburg | St. George's | St. John's | From: $20,398 $6,959You Save: $13,439 Up To $750 Onboard Credit | 65% | Suite! |
| Nov 16, 2025 | Oceania | Allura | Caribbean | Miami | Miami | 12 Nights | Castries | Gustavia | Kralendijk | Miami | Oranjestad | St. George's | Tortola | Willemstad | From: $10,298 $4,449You Save: $5,849 Up To $300 Onboard Credit | 56% | |
5 reviews | Oct 28, 2024 | Silversea | Silver Shadow | Caribbean | New York (Manhattan) | Willemstad | 9 Nights | Gustavia, Saint Barthélemy | Hamilton, Bermuda | Willemstad, Curacao | $6,400 Up To $750 Onboard Credit | | Suite! |
50 reviews | Dec 07, 2025 | Oceania | Insignia | Caribbean | Miami | Miami | 12 Nights | Castries | Miami | Oranjestad | San Juan | St. George's | Willemstad | From: $5,198 $1,900You Save: $3,298 Up To $225 Onboard Credit | 63% | Onboard Credit! |
50 reviews | Jan 15, 2026 | Oceania | Insignia | Caribbean | Miami | Bridgetown | 12 Nights | Bridgetown | Castries | Fort-de-france | Kingstown | Miami | Oranjestad | Port Of Spain | Roseau | St. George's | Willemstad | From: $8,998 $3,499You Save: $5,499 Prepaid Gratuities | 61% | Prepaid Gratuities |
| Mar 09, 2026 | Oceania | Allura | Caribbean | Miami | Miami | 12 Nights | Fort-de-france | Kingstown | Miami | Oranjestad | St. George's | Tortola | Willemstad | From: $10,398 $4,599You Save: $5,799 Prepaid Gratuities | 55% | Prepaid Gratuities |
10 reviews | Dec 11, 2024 | Norwegian | Prima | Caribbean - Eastern | New York (Manhattan) | New York (Manhattan) | 10 Nights | New York City, NY | Puerto Plata, Dominican Republic | Royal Naval Dockyard, Bermuda | San Juan, PR | St Thomas, VI | Tortola, British Virgin Islands | $1,249 Up To $200 Onboard Credit | | Onboard Credit! |
55 reviews | Aug 20, 2025 | Norwegian | Escape | Caribbean - Eastern | New York (Manhattan) | New York (Manhattan) | 10 Nights | New York City, NY | Philipsburg St Maarten, Netherland Antilles | Puerto Plata, Dominican Republic | Royal Naval Dockyard, Bermuda | San Juan, PR | Tortola, British Virgin Islands | $1,549 Up To $150 Onboard Credit | | |
2 reviews | Jan 27, 2025 | Silversea | Silver Moon | Caribbean - Southern | Bridgetown | Bridgetown | 11 Nights | Bequia, Grenadines | Oranjestad, Aruba | Scarborough, Tobago | Willemstad, Curacao | $7,400 Up To $750 Onboard Credit | | |
10 reviews | Nov 30, 2024 | Norwegian | Prima | Caribbean - Southern | New York (Manhattan) | New York (Manhattan) | 11 Nights | Basseterre, Saint Kitts - Nevis | New York City, NY | Puerto Plata, Dominican Republic | Royal Naval Dockyard, Bermuda | San Juan, PR | St Thomas, VI | Tortola, British Virgin Islands | $1,929 Shipboard Credit Per Stateroom Up To ($200) | | Shipboard Credit Per Stateroom Up To ($200) |
10 reviews | Dec 21, 2024 | Norwegian | Prima | Caribbean - Southern | New York (Manhattan) | New York (Manhattan) | 12 Nights | Basseterre, Saint Kitts - Nevis | New York City, NY | Puerto Plata, Dominican Republic | Royal Naval Dockyard, Bermuda | San Juan, PR | St Lucia, Saint Lucia | St Thomas, VI | Tortola, British Virgin Islands | $3,079 Shipboard Credit Per Stateroom Up To ($200) | | Shipboard Credit Per Stateroom Up To ($200) |
17 reviews | Mar 07, 2025 | Celebrity | Beyond | Caribbean - Southern | Ft. Lauderdale | Ft. Lauderdale | 10 Nights | Bridgetown - Barbados | Fort Lauderdale - Florida | Philipsburg - St. Maarten | Roseau - Dominica | St. George's - Grenada | St. Johns - Antigua | $1,848 Shipboard Credit Per Stateroom ($50) | | Shipboard Credit Per Stateroom ($50) |
106 reviews | Oct 11, 2024 | Celebrity | Eclipse | Caribbean - Southern | Boston | Ft. Lauderdale | 10 Nights | Boston - Massachusetts | Fort Lauderdale - Florida | Kralendijk - Bonaire | Oranjestad - Aruba | Royal Naval Dockyard - Bermuda | Willemstad - Curacao | $920 Up To $250 Onboard Credit | | *** |